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Holiday Villas Rental in Tuscany

Below you will find our entire range of holiday villas in Tuscany, Italy. To narrow down the list, you can select the number of persons and additional amenities (private pool, near the beach, air conditioning, etc.). Then click the search button.

 

Tuscany

The historical estates listed below have been carefully selected by Trust&Travel over the past years. Each property stands out for its beauty, its location, the interior decoration and the level of service. You can choose a charming agriturismo cottage, a stunning villa with private pool, an exclusive fully staffed luxury villa or a historical castle with pool.
Browse each of the following estates in Tuscany to find out more about the available rentals, their location and surroundings and the suggested services.

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Casa di Pietro
Vivo d'Orcia

Casa di Pietro

Charming 2 bedroom cottage with pool near village Montalcino area - UNESCO World Heritage

Casa di Pietro is a two storied house with walled in garden on the Vivo d'Orcia estate. It is one of a row of cottages built for the people working on the estate, b...

Key activities:

cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature

As from €

4 2 2 Pool Internet Access Florence: 150 km
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Gonzola
Chiarentana

Gonzola

Fragrant herbs and roses surround this authentic and beautifully restored farm building

A Gonzola lies in the middle of open farmland, surrounded by fields of wheat and sunflowers on one side and a small wood and the strange shapes of the distinctive c...

Key activities:

Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona

As from 5243.00 €

10 5 4 Pool Internet Access Florence 150km
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Casaccia
Chiarentana

Casaccia

Artist’s abode flooded with light and colours

La Casaccia belongs to the son of one of the owners. He has transformed the former stables of his house into a comfortable house with 3 bedrooms and 3 bathrooms. He...

Key activities:

Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona

As from 2996.00 €

6 3 3 Pool Internet Access Florence 150km
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Casa Faraona
San Polo in Rosso

Casa Faraona

Secluded Chianti villa with pool and wheelchair accessibility.

Enjoy an authentic and idyllic rural holiday at this secluded villa with a pool found deep in Chianti. Sitting on the edge of a hamlet, the beautifull...

Key activities:

touring towns, cultural sightseeing, visiting wineries, spa treatments, hiking, biking

As from 3775.00 €

6 3 3 Pool Internet Access Rome Fiumicino airport 275km – 3h, Florence airport 70km – 1h10, Pisa airport 115km – 1h50
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Chiarentana – Vespa
Chiarentana

Chiarentana – Vespa

6 generous Tuscan apartments built around a magical courtyard

Chiarentana was once a medieval fortress and has been 'de-gentrified' over the centuries, becoming one of the main farm buildings on the property.

The 6 holiday ...

Key activities:

Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona

As from 1505.00 €

4 2 2 Pool Internet Access Florence 150km
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Palazzonaccio
Via del Pellegrino

Palazzonaccio

Old stone farmhouse turned holiday house in southern Tuscany - beautiful design, solar heating, pool

Palazzonaccio lies high up overlooking the majestic Orcia valley. It was the first house to be restored by the international designer Ilaria Miani here in the Orcia...

Key activities:

cultural sightseeing, winemaking area, spas, hiking, mountain biking

As from 5375.00 €

11 6 6 Pool Internet Access Perugia 1 hour, Florence 1.5 hours, Rome and Pisa 2 hours
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Villa Fontanili-Lentisco
Fontanili

Villa Fontanili-Lentisco

Paradise in Maremma, the southern Tuscan coast

Surrounded by trees, the Villa Fontanili stands in extensive landscaped grounds which blend into the olive groves and fields of the estate. The beach, 3km from the ...

Key activities:

private access to the sea, excellent sea food, cultural sightseeing, bicycling, tennis (village)

As from 1082.00 €

6 3 2 Pool Internet Access Roma Fiumicino: 100 km
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Castello
Marsiliana

Castello

A large family castle on the Tuscan Coast

From the distance, Marsiliana might look like a castle, but as you reach the top of the hill and drive through the gate the feeling is more that of an informal haml...

Key activities:

visiting the wine estate, beach life, bicling, hiking, tennis (village)

As from 3900.00 €

13 7 4 Pool Internet Access Roma Fiumicino: 120 km
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